Synthesis of Benzoylacetonitriles from Pd-Catalyzed Carbonylation of Aryl Iodides and Trimethylsilylacetonitrile

被引：29
|
作者：
Park, Ahbyeol [1 ]
Lee, Sunwoo [1 ]
机构：
[1] Chonnam Natl Univ, Dept Chem, Kwangju 500757, South Korea
来源：
ORGANIC LETTERS | 2012年 / 14卷 / 04期
基金：
新加坡国家研究基金会;
关键词：
DIRECT ALPHA-ARYLATION; COUPLING REACTIONS; BETA-KETONITRILES; CARBOXYLIC-ACIDS; VINYLIC HALIDES; CROSS-COUPLINGS; HECK REACTION; PALLADIUM; NITRILES; EFFICIENT;
D O I：
10.1021/ol300035u
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Palladium-catalyzed carbonylation of aryl iodides and trimethylsilylacetonitrile to produce benzoylacetonitrile derivatives through a one-pot, three-component reaction is described. This preparation method provides good yields of the carbonylated products without any additional ligands. It has a broad substrate scope with a high tolerance for a variety of functional groups.
引用
收藏
页码：1118 / 1121
页数：4
相关论文
共 50 条
  • [31] Palladium-Catalyzed Carbonylation of Aryl Iodides with Sulfinamides
    Belfrage, Anna Karin
    Wakchaure, Prasad
    Larhed, Mats
    Sandstrom, Anja
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (32) : 7069 - 7074
  • [32] Palladium-catalyzed carbonylation of thioacetates and aryl iodides for the synthesis of S-aryl thioesters
    Kim, Myungjin
    Yu, Subeen
    Kim, Jeung Gon
    Lee, Sunwoo
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (16): : 2447 - 2452
  • [33] Pd-Catalyzed ring-opening cross-coupling of cyclopropenes with aryl iodides
    Zhang, Hang
    Wang, Bo
    Wang, Kang
    Xie, Guojun
    Li, Changkun
    Zhang, Yan
    Wang, Jianbo
    CHEMICAL COMMUNICATIONS, 2014, 50 (59) : 8050 - 8052
  • [34] Supported Pd-catalyzed ring opening and chemoselective aminocarbonylative coupling of benzoxazoles with aryl iodides
    Mehara, Pushkar
    Sharma, Ajay Kumar
    Kumar, Ashish
    Sharma, Poonam
    Das, Pralay
    CATALYSIS SCIENCE & TECHNOLOGY, 2024, 14 (09) : 2416 - 2422
  • [35] Functional-Group-Tolerant Pd-Catalyzed Carbonylative Negishi Coupling with Aryl Iodides
    Kalinin, Dmitrii
    Ulven, Trond
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (23): : 16633 - 16638
  • [36] Palladacycle-Catalyzed Carbonylation of Aryl Iodides or Bromides with Aryl Formates
    Chen, Guangwei
    Leng, Yuting
    Yang, Fan
    Wang, Shiwei
    Wu, Yangjie
    CHINESE JOURNAL OF CHEMISTRY, 2013, 31 (12) : 1488 - 1494
  • [37] Pd-catalyzed synthesis of α,β-unsaturated ketones by carbonylation of vinyl triflates and nonaflates
    Zhang, Shaoke
    Neumann, Helfried
    Beller, Matthias
    CHEMICAL COMMUNICATIONS, 2019, 55 (42) : 5938 - 5941
  • [38] Ligand-Free Pd-Catalyzed Double Carbonylation of Aryl Iodides with Amines to α-Ketoamides under Atmospheric Pressure of Carbon Monoxide and at Room Temperature
    Du, Hongyan
    Ruan, Qing
    Qi, Minghao
    Han, Wei
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (15): : 7816 - 7823
  • [39] Pd-Catalyzed Synthesis of Vinyl Arenes from Aryl Halides and Acrylic Acid
    Gao, Yang
    Ou, Yang
    Goossen, Lukas J.
    CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (37) : 8709 - 8712
  • [40] An Efficient Synthesis of Aromatic Aldehydes by Iron-Catalyzed Reductive Carbonylation of Aryl Iodides
    Akkineni, R.
    Sheelam, K.
    Douglas, S. P.
    Battula, V. R.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 60 (10) : 2044 - 2047
12345